Cu(OAc)2-Mediated Cascade Annulation of Diarylalkyne Sulfonamides through Dual C-N Bond Formation: Synthesis of 5,10-Dihydroindolo[3,2-b]indoles
An unusual cascade reaction featuring annulation of diarylalkyne sulfonamides to form 5,10-dihydroindolo[3,2-b]indoles has been realized with Cu(OAc)2 as the sole oxidant. This unprecedented process encompasses two sequential C-N bond formations, allowing for an efficient synthesis of the biological...
Gespeichert in:
Veröffentlicht in: | Organic letters 2016-07, Vol.18 (14), p.3322-3325 |
---|---|
Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 3325 |
---|---|
container_issue | 14 |
container_start_page | 3322 |
container_title | Organic letters |
container_volume | 18 |
creator | Yu, Junchao Zhang-Negrerie, Daisy Du, Yunfei |
description | An unusual cascade reaction featuring annulation of diarylalkyne sulfonamides to form 5,10-dihydroindolo[3,2-b]indoles has been realized with Cu(OAc)2 as the sole oxidant. This unprecedented process encompasses two sequential C-N bond formations, allowing for an efficient synthesis of the biologically important indoloindole derivatives. |
doi_str_mv | 10.1021/acs.orglett.6b01343 |
format | Article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1804861586</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1804861586</sourcerecordid><originalsourceid>FETCH-LOGICAL-c286t-689b6092a458012c53b73fa3c18c5fbdd1e64aab45e5a3ea4aee75e1b43015353</originalsourceid><addsrcrecordid>eNo9kc1O3DAUha2qFVDgCSohL0EiU__Enkx3Q6a0lSgsgFVVRTf2DWNwbLCTxbxFH7kBBlb3R-fcK52PkC-czTgT_CuYPIvpzuMwzHTLuCzlB7LHlZDFnCnx8b3XbJd8zvmeMT5tFjtkV8yl1gsu9si_ejy-WpoTUfxG62BAS2vIBizSZQijh8HFQGNHVw7SxoN_2ASk16PvYoDeWcx0WKc43q3pagRP6-KSnsVg6XlM_Yv5G73ehGGN2eXnO-qUs2Ll1hubogs2-vhHnoqi_fsyYD4gnzrwGQ-3dZ_cnn-_qX8WF1c_ftXLi8KISg-FrhatZgsBpaoYF0bJdi47kIZXRnWttRx1CdCWChVIhBIQ5wp5W0rGlVRynxy_3n1M8WnEPDS9ywa9h4BxzA2vWFlprio9SeWr1KSYc8KueUyun-JoOGueUTQTimaLotmimFxH2wdj26N997xlL_8DRT-IUg</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1804861586</pqid></control><display><type>article</type><title>Cu(OAc)2-Mediated Cascade Annulation of Diarylalkyne Sulfonamides through Dual C-N Bond Formation: Synthesis of 5,10-Dihydroindolo[3,2-b]indoles</title><source>American Chemical Society Journals</source><creator>Yu, Junchao ; Zhang-Negrerie, Daisy ; Du, Yunfei</creator><creatorcontrib>Yu, Junchao ; Zhang-Negrerie, Daisy ; Du, Yunfei</creatorcontrib><description>An unusual cascade reaction featuring annulation of diarylalkyne sulfonamides to form 5,10-dihydroindolo[3,2-b]indoles has been realized with Cu(OAc)2 as the sole oxidant. This unprecedented process encompasses two sequential C-N bond formations, allowing for an efficient synthesis of the biologically important indoloindole derivatives.</description><identifier>ISSN: 1523-7060</identifier><identifier>EISSN: 1523-7052</identifier><identifier>DOI: 10.1021/acs.orglett.6b01343</identifier><identifier>PMID: 27366912</identifier><language>eng</language><publisher>United States</publisher><ispartof>Organic letters, 2016-07, Vol.18 (14), p.3322-3325</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c286t-689b6092a458012c53b73fa3c18c5fbdd1e64aab45e5a3ea4aee75e1b43015353</citedby><cites>FETCH-LOGICAL-c286t-689b6092a458012c53b73fa3c18c5fbdd1e64aab45e5a3ea4aee75e1b43015353</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,2765,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/27366912$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Yu, Junchao</creatorcontrib><creatorcontrib>Zhang-Negrerie, Daisy</creatorcontrib><creatorcontrib>Du, Yunfei</creatorcontrib><title>Cu(OAc)2-Mediated Cascade Annulation of Diarylalkyne Sulfonamides through Dual C-N Bond Formation: Synthesis of 5,10-Dihydroindolo[3,2-b]indoles</title><title>Organic letters</title><addtitle>Org Lett</addtitle><description>An unusual cascade reaction featuring annulation of diarylalkyne sulfonamides to form 5,10-dihydroindolo[3,2-b]indoles has been realized with Cu(OAc)2 as the sole oxidant. This unprecedented process encompasses two sequential C-N bond formations, allowing for an efficient synthesis of the biologically important indoloindole derivatives.</description><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><recordid>eNo9kc1O3DAUha2qFVDgCSohL0EiU__Enkx3Q6a0lSgsgFVVRTf2DWNwbLCTxbxFH7kBBlb3R-fcK52PkC-czTgT_CuYPIvpzuMwzHTLuCzlB7LHlZDFnCnx8b3XbJd8zvmeMT5tFjtkV8yl1gsu9si_ejy-WpoTUfxG62BAS2vIBizSZQijh8HFQGNHVw7SxoN_2ASk16PvYoDeWcx0WKc43q3pagRP6-KSnsVg6XlM_Yv5G73ehGGN2eXnO-qUs2Ll1hubogs2-vhHnoqi_fsyYD4gnzrwGQ-3dZ_cnn-_qX8WF1c_ftXLi8KISg-FrhatZgsBpaoYF0bJdi47kIZXRnWttRx1CdCWChVIhBIQ5wp5W0rGlVRynxy_3n1M8WnEPDS9ywa9h4BxzA2vWFlprio9SeWr1KSYc8KueUyun-JoOGueUTQTimaLotmimFxH2wdj26N997xlL_8DRT-IUg</recordid><startdate>20160715</startdate><enddate>20160715</enddate><creator>Yu, Junchao</creator><creator>Zhang-Negrerie, Daisy</creator><creator>Du, Yunfei</creator><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20160715</creationdate><title>Cu(OAc)2-Mediated Cascade Annulation of Diarylalkyne Sulfonamides through Dual C-N Bond Formation: Synthesis of 5,10-Dihydroindolo[3,2-b]indoles</title><author>Yu, Junchao ; Zhang-Negrerie, Daisy ; Du, Yunfei</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c286t-689b6092a458012c53b73fa3c18c5fbdd1e64aab45e5a3ea4aee75e1b43015353</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yu, Junchao</creatorcontrib><creatorcontrib>Zhang-Negrerie, Daisy</creatorcontrib><creatorcontrib>Du, Yunfei</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yu, Junchao</au><au>Zhang-Negrerie, Daisy</au><au>Du, Yunfei</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cu(OAc)2-Mediated Cascade Annulation of Diarylalkyne Sulfonamides through Dual C-N Bond Formation: Synthesis of 5,10-Dihydroindolo[3,2-b]indoles</atitle><jtitle>Organic letters</jtitle><addtitle>Org Lett</addtitle><date>2016-07-15</date><risdate>2016</risdate><volume>18</volume><issue>14</issue><spage>3322</spage><epage>3325</epage><pages>3322-3325</pages><issn>1523-7060</issn><eissn>1523-7052</eissn><abstract>An unusual cascade reaction featuring annulation of diarylalkyne sulfonamides to form 5,10-dihydroindolo[3,2-b]indoles has been realized with Cu(OAc)2 as the sole oxidant. This unprecedented process encompasses two sequential C-N bond formations, allowing for an efficient synthesis of the biologically important indoloindole derivatives.</abstract><cop>United States</cop><pmid>27366912</pmid><doi>10.1021/acs.orglett.6b01343</doi><tpages>4</tpages></addata></record> |
fulltext | fulltext |
identifier | ISSN: 1523-7060 |
ispartof | Organic letters, 2016-07, Vol.18 (14), p.3322-3325 |
issn | 1523-7060 1523-7052 |
language | eng |
recordid | cdi_proquest_miscellaneous_1804861586 |
source | American Chemical Society Journals |
title | Cu(OAc)2-Mediated Cascade Annulation of Diarylalkyne Sulfonamides through Dual C-N Bond Formation: Synthesis of 5,10-Dihydroindolo[3,2-b]indoles |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-31T00%3A32%3A41IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Cu(OAc)2-Mediated%20Cascade%20Annulation%20of%20Diarylalkyne%20Sulfonamides%20through%20Dual%20C-N%20Bond%20Formation:%20Synthesis%20of%205,10-Dihydroindolo%5B3,2-b%5Dindoles&rft.jtitle=Organic%20letters&rft.au=Yu,%20Junchao&rft.date=2016-07-15&rft.volume=18&rft.issue=14&rft.spage=3322&rft.epage=3325&rft.pages=3322-3325&rft.issn=1523-7060&rft.eissn=1523-7052&rft_id=info:doi/10.1021/acs.orglett.6b01343&rft_dat=%3Cproquest_cross%3E1804861586%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1804861586&rft_id=info:pmid/27366912&rfr_iscdi=true |